Process for the production of biodegradable hydrocarbon fluids

Patent metadata

Field	Value
Publication number	US-10435634-B2
Application number	US-201615574569-A
Country	US
Kind code	B2
Filing date	May 20, 2016
Priority date	May 20, 2015
Publication date	Oct 8, 2019
Grant date	Oct 8, 2019

Abstract

The invention provides for a process for preparing a fluid having a boiling point in the range of from 100 to 400° C. and comprising more than 95% isoparaffins and containing less than 100 ppm aromatic, comprising the step of catalytically hydrogenating a feed comprising more than 95% by weight of a hydrodeoxygenated isomerized hydrocarbon biomass feedstock, at a temperature from 80 to 180° C. and at a pressure from 50 to 60 bars. The invention also provides for a fluid having a boiling point in the range of from 100 to 400° C. and a boiling range below 80° C., said fluid comprising more than 95% isoparaffins and less than 3% of naphthens by weight and having a ratio of iso-paraffins to n-paraffins of at least 12:1, a biodegradability at 28 days of at least 60%, as measured according to the OECD 306 standard, a biocarbon content of at least 95% by weight, containing less than 100 ppm aromatics by weight, and comprising carbon expressed as CH3 sat less than 30%.

First claim

The invention claimed is:

1. Process for preparing a fluid having an initial boiling point and a final boiling point in the range of from 100 to 340° C. and comprising more than 95% isoparaffins and containing less than 100 ppm aromatic by weight, comprising the step of catalytically hydrogenating a feed comprising more than 95% by weight of a hydrodeoxygenated isomerized hydrocarbon biomass feedstock, at a temperature from 80 to 180° C., at a pressure from 50 to 160 bars, a liquid hourly space velocity of 0.2 to 5 hr −1 and an hydrogen treat rate up to 200 Nm 3 /ton of feed.

2. Process of claim 1 , wherein the hydrogenation conditions are the following:
Pressure: 80 to 150 bars;
Temperature: 120 to 160° C.;
Liquid hourly space velocity (LHSV): 0.4 to 3;
Hydrogen treat rate be up to 200 Nm 3 /ton of feed.

3. Process of claim 1 , wherein the feed comprises more than 98% of a hydrodeoxygenated isomerized hydrocarbon biomass feedstock.

4. Process of claim 1 , wherein the biomass is a vegetable oil, an ester thereof or a triglyceride thereof.

5. Process of claim 1 , wherein (i) a fractionating step is carried out before the hydrogenating step, or after the hydrogenating step or both, or (ii) the process comprises three hydrogenation stages, or (iii) both (i) and (ii).

6. Process of claim 1 , wherein the fluid has an initial boiling point and a final boiling point in the range 150 to 400° C. and/or has a boiling range below 80° C.

7. Process of claim 1 , wherein the fluid contains less than 50 ppm aromatics by weight.

8. Process of claim 1 , wherein the fluid contains less than 3% by weight of naphthens.

9. Process of claim 1 , wherein the fluid comprises more than 98% isoparaffins by weight.

10. Process of claim 1 , wherein the fluid has a ratio of iso-paraffins to n-paraffins of at least 12:1.

11. Process of claim 1 , wherein the fluid comprises more than 95% by weight, of molecules with from 14 to 18 carbon atoms as isoparaffins.

12. Process of claim 1 , wherein the fluid comprises:
C15 isoparaffins and C16 isoparaffins in a combined amount of 80 to 98%; or
C16 isoparaffins, C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%; or
C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%.

13. Process of claim 1 , wherein the fluid exhibits one or more of the following features:
the fluid comprises carbon expressed as Cquat less than 3%;
the fluid comprises carbon expressed as CH sat less than 20%;
the fluid comprises carbon expressed as CH 2 sat more than 40%;
the fluid comprises carbon expressed as CH 3 sat less than 30%;
the fluid comprises carbon expressed as CH 3 long chain less than 20%;
the fluid comprises carbon expressed as CH 3 short chain less than 15%.

14. Process of claim 1 , wherein the fluid has a biodegradability at 28 days of at least 60%, as measured according to the OECD 306 standard.

15. Process of claim 1 , wherein the fluid has a biocarbon content of at least 95%.

16. Fluid having an initial boiling point and a final boiling point in the range of from 100 to 340° C. and a boiling range below 80° C., said fluid comprising more than 95% isoparaffins and less than 3% of naphthens by weight and having a ratio of iso-paraffins to n-paraffins of at least 12:1, a biodegradability at 28 days of at least 60%, as measured according to the OECD 306 standard, a biocarbon content of at least 95% by weight, containing less than 100 ppm aromatics by weight, and comprising carbon expressed as CH 3 sat less than 30%.

17. Fluid according to claim 16 , wherein at least one of the following is true:
the fluid has an initial boiling point and a final boiling point in the range 150 to 340° C.;
the fluid contains less than 50 ppm aromatics by weight;
the fluid contains less than 1% by weight of naphthens;
the fluid comprises more than 98% isoparaffins by weight;
the fluid has a ratio of iso-paraffins to n-paraffins of at least 12:1;
the fluid comprises more than 95% by weight, of molecules with from 14 to 18 carbon atoms as isoparaffins;
the fluid comprises C15 isoparaffins and C16 isoparaffins in a combined amount of 80 to 98%;
the fluid comprises C16 isoparaffins, C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%;
the fluid comprises C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%;
the fluid comprises carbon expressed as Cquat less than 3%;
the fluid comprises carbon expressed as CH sat less than 20%;
the fluid comprises carbon expressed as CH 2 sat more than 40%;
the fluid comprises carbon expressed as CH 3 sat less than 30%;
the fluid comprises carbon expressed as CH 3 long chain less than 20%;
the fluid comprises carbon expressed as CH 3 short chain less than 15%;
the fluid has a biodegradability at 28 days of at least 60%; or
the fluid has a biocarbon content of at least 95%.

18. The process according to claim 1 , wherein the hydrogenation conditions are the following:
Pressure: 90 to 160 bars;
Temperature: 120 to 160° C.;
Liquid hourly space velocity (LHSV): 0.4 to 3;
Hydrogen treat rate be up to 200 Nm3/ton of feed.

19. The fluid according to claim 16 , comprising more than 95% by weight of molecules with from 14 to 18 carbon atoms as isoparaffins.

20. The fluid according to claim 16 , comprising:
C15 isoparaffins and C16 isoparaffins in a combined amount of 80 to 98%; or
C16 isoparaffins, C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%; or
C17 isoparaffins and C18 isoparaffins in a combined amount of 80 to 98%.

Assignees

• Total Marketing Services

Inventors

• Germanaud Laurent
• Doucet Clarisse

Classifications

• C10G65/02

  plural serial stages only · CPC title

• C10G3/42

  Catalytic treatment · CPC title

• C10G65/04

  including only refining steps · CPC title

• C10G2300/1011

  Biomass · CPC title

• C10L1/04

  essentially based on blends of hydrocarbons · CPC title